
Cycladic house holiday rentals in Anafi
Find and book unique cycladic home rentals on Airbnb
Quick stats about cycladic house rentals in Anafi

Total holiday rentals
Explore 20 holiday rentals in Anafi

Nightly prices starting at
Anafi holiday rentals start at $77 SGD per night before taxes and fees

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Over 430 verified reviews to help you choose

Wifi availability
10 of Anafi holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Anafi rentals

4.9 Average rating
Anafi stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated cycladic home rentals in Anafi
Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

Sailing blue on the beach-private pool&sunset view
Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.
LocationFamilyAir conditioning

Ventus Paradiso Villa, Outdoor Heated Plunge Pool
Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.
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I-Sol
I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!
LocationFamilyCleanliness

Barocco Bello Villa
Welcome to Barocco Bello Villa The house is built inside a cave at Firostefani which means the "Crown of Fira". This area is one of the highest points on the Caldera giving it a unobstructed and magnificent view of the sea, the volcano and most of Santorini. The main city center Fira is a ten-minute walk along one of the most scenic roads of the island. Although a traditional house it contains the most modern amenities , and the interior design of the villa has a pop Baroque flavor
LocationFamilyKitchen

Pura Vida Cave House
When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!
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Santo Blue Horizon Villa | Jacuzzi | Caldera View
This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.
ValueFamilyOutdoor spaces

Suite with Outdoor Plunge Pool & Blue Domes View
Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.
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Luxury Suite| Private Infinity Pool & Volcano View
Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.
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Soundscape - cave suite panoramic sea views
Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)
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Anemos suite -Private infinity pool & patio
Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.
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Antonio Caves
Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village
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Santorini Mayia Cave House with Private Cave Pool
Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.
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Popular amenities for cycladic home rentals in Anafi
Family-friendly cycladic home rentals

By the Mill, Caldera, Oia
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Sublime Villa with sea view
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Yposkafo Suites - Villa - Santorini Firostefani
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Michelangelo Beach Villa with Sea View
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Red beach Villa
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La Maison Villa with Large Private Pool
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MyBoZer Cave Villa
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RadiantSantorini Junior Cave Suite With Jacuzzi
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Cycladic home rentals with a patio

Aethria Villa in Imerovigli
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Lunar Sea Suite-1BR/Hot-Tub/Sea View
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Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
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Thiro Exclusive Villa in Pyrgos
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Superior Suite, Sea View and Heated Jacuzzi
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Volcanic Sensation Cave
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Nostos Apartments Kamari | Calypso
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Seafront Escape I Sonus Mare 2
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Cycladic home rentals with a washing machine and dryer

Canava Villas II - Heated Pool - Santorini
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Bluedome Junior Suite by Otium Villas Santorini
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Deluxe Villa with outdoor Jetted Tub & Sea View
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Villa Florina
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Bluewhite villa with heated private pool
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Exclusive Villa with Outdoor Heated Pool
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Genesis Suite with Caldera View and Hot Tub
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"Sand" sea view luxury villa with pool by beach !
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